Benzaldehyde lyase-catalyzed enantioselective carboligation of aromatic aldehydes with mono- and dimethoxy acetaldehyde

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2003-06-12

Author

Demir, Ayhan Sıtkı
Sesenoglu, O
Dunkelmann, P
Muller, M

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Benzaldehyde lyase from the Pseudomonas fluorescens catalyzes the reaction of aromatic aldehydes with methoxy and dimethoxy acetaldehyde and furnishes (R)-2-hydroxy-3-methoxy-1-arylpropan-1-one and (R)-2-hydroxy-3,3-dimethoxy-1-arylpropan-1-one in high yields and enantiomeric excess via acyloin linkage. Aromatic aldehydes and benzoins are converted into enamine-carbanion-like intermediates prior to carboligation.

Subject Keywords

Physical and Theoretical Chemistry, Organic Chemistry, Biochemistry

URI

https://hdl.handle.net/11511/53686

Journal

ORGANIC LETTERS

DOI

https://doi.org/10.1021/ol034415b

Collections

Department of Chemistry, Article

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Citation Formats

A. S. Demir, O. Sesenoglu, P. Dunkelmann, and M. Muller, “Benzaldehyde lyase-catalyzed enantioselective carboligation of aromatic aldehydes with mono- and dimethoxy acetaldehyde,” ORGANIC LETTERS, pp. 2047–2050, 2003, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/53686.